“One of the first events I ever went to when I moved to New York three years ago, was the Jazz Age Lawn Party on Governor’s island. I haven’t missed a year yet and I look forward to it for months. Amazing music, performances, booze, and, most of all, outfits. I highly recommend attending if you live in the NYC area. It only happens two weekends every summer, and the next one is August 17th and 18th. You can get tickets here.

Check out some of the amazing looks I photographed this past weekend, including a little cameo by yours truly.”

21. Pant Shape for 2014

22. Two Chains!!

Love it! The Gangster and the Marhsall is such a fun look on both parts…this part is absolutely one of those NYC gems that makes you glad that you live here. Great, fun post! Nice Newsboy hat, Alex!

Gary

Aside from a few exceptions, that whole Gatsby-inspired look puts me off. I’m not sure why. It always seems contrived to me, I guess. I do, however, love tennis/cricket sweaters, though I’m not sure that’s jazz age so much as traditional Ivy League.

Just not my favorite style era, I guess.

Raye

This post is brilliant! Thanks Alex for posting it! 1920s fashion is amazing

Sydney

Alex, you and your girlfriend look adorable!

http://tsbmen.com Alex Crawford

Thanks!

http://thegripgoreview.com/ Graham

#17, nice combination and love that blue.

Ali Naaseh

Going with the crowd and voting for #15 as my favorite.

Alex, keep up the amazing work. Street style is some of TSB’s most inspiring stuff

http://wacavenue.blogspot.com Theguybehindthelens

This is such a fantastic post guys. Keep up the huge variety of style being represented on the site as of late.

Pat

Hey is that Alex? :D

My favorite is #15

Pat

Go Alex!

Eugene

#15 is my favorite because it’s so timeless. If I saw him on the street, I’d just think he was really well-dressed, not walking to a 20s costume fair

http://themodernprep.wordpress.com Marshall Mulherin

Look 15 is one of the greatest things ever

Sean

Gotta give it up to Mad Fresh Hatter. He fits in with the theme while also staying kind of modern. All the others are awesome too, but they are a bit costumish.